Rh-catalyzed asymmetric 1,4-addition reactions to α,β-unsaturated carbonyl and related compounds: an update

Rh-catalyzed asymmetric 1,4-addition reactions to α,β-unsaturated carbonyl and related compounds: an update
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DOI:
10.1016/j.tetasy.2016.05.004
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发表时间:
2016-07-15
影响因子:
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通讯作者:
Zadsirjan, Vahideh
Zadsirjan, Vahideh
中科院分区:
其他
文献类型:
--
作者:
Heravi, Majid M.;Dehghani, Mahzad;Zadsirjan, Vahideh

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铑催化的有机金属试剂与适当受体的不对称1,4-加成反应在过去十年中一直是一个不断增长的研究领域。这种1,4-加成反应的受体主要是α,β-不饱和酮,酯,酰胺,烯酮,硝基烯烃,偶尔膦酸酯等。这种反应在手性铑配合物的存在下引入上述贫电子烯烃的β-位上的芳基和烯基,对映选择性。类似于其他过渡金属的手性Rh络合物可以被添加到一些贫电子烯烃中,从而使它们能够被各种有机金属试剂攻击以形成高度对映选择性的C-C键。Rh催化的有机金属试剂对贫电子烯烃的不对称1,4-加成反应已于2003年进行了综述。由于1,4-共轭加成反应在不对称C-C键形成中的重要性以及铑配合物催化的不对称C-C键形成反应的数量,本文综述了自2003年以来铑配合物不对称催化1,4-加成反应的最新研究进展。(C)2016爱思唯尔有限公司版权所有
The Rh-catalyzed asymmetric 1,4-addition of organometallic reagents to an appropriate receptor has been a growing area of research over the last decade. The receptors for such a 1,4-addition reaction are chiefly alpha,beta-unsaturated ketones, esters, amides, enones, nitroalkenes, and occasionally phosphonates etc. This reaction in the presence of chiral rhodium complexes introduce the aryl and alkenyl groups at the beta-position of the above electron poor olefins, enantioselectively. Chiral Rh complexes similar to other transition metals can be added to some electron poor olefins, in turn making them viable to attack by various organometallic reagents for highly enantioselective C-C bond formation. The Rh-catalyzed asymmetric 1,4-addition of organometallic reagents to electron poor olefins has been reviewed in 2003. Due to the importance of the asymmetric C-C bond formation via 1,4-conjugate addition reactions and the number of such reactions catalyzed by Rh-complexes, in this review we highlight the recent advances in Rh-complex asymmetric catalyzed 1,4-addition reactions since 2003. (C) 2016 Elsevier Ltd. All rights reserved.